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Compare 341 Vacation Homes in Southern Pines with updated reviews, rates, and availability.

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (129)
"Everything about the house was perfect. There is plenty of room, the layout is great for everyone having their own space, the backyard is amazing, location is great for quick store runs, honestly was just the perfect house for our stay! "
Pinehurst Vacation House w/ pool & (9) beds

Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9

10.0 out of 10, Exceptional, (24)
"My first impression was how serene and peaceful the home and area were. I was in Pinehurst to bury my parents, so it was awesome to immediately feel relaxed and pampered. 2 of children and 3 of my grandchildren were with me….perfect place to enjoy each others’ company. Beds are super comfy. Kitchen well equipped (bring your own oil and seasonings other than salt and pepper. Coffee was provided! Shampoo, crème rinse, and body wash also provided. We sat on the deck with cocktails and...
Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (110)
"The property is wonderful. Easy walk to charming Pinehurst Village. Deserves the 5 stars "
The price is SAR 1,455
SAR 4,345 total
includes taxes & fees
25 Mar - 26 Mar
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (70)
"Great place for a large group"
Large House w/ Private pool - perfect for Golfing Groups (12) beds

Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame

10.0 out of 10, Exceptional, (8)
"Enjoyed staying here. Great Owner, Great Location --- Really nice beds!"
Course front-Pinehurst No 3 3BD/2BA. Walk to Pinehurst Resort &Golf Hall of Fame

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (28)
"Great house and location for a fun girl’s weekend in Pinehurst and Southern Pines!"
The price is SAR 844
SAR 1,873 total
includes taxes & fees
26 Mar - 27 Mar
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (191)
"Enjoy the home…cozy and convenient "
Moonshine Cottage - Time to GOLF!

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (78)
"Wonderful, spacious and convenient location to Pinehurst spa. It was great for the girl’s trip. We used every space inside, and all was great! Comfy beds and lovely interiors. The twin room is well-suited ideally for children. Loved the house and would stay again. "
The price is SAR 555
SAR 1,873 total
includes taxes & fees
7 Apr - 8 Apr
NEW! Pinehurst Eight Sleeps 10!

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

10.0 out of 10, Exceptional, (21)
"We stayed at this property for a family wedding and it was perfect! Very spacious, well equipped and attentive host. "
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

4 Bedroom Pinehurst Home with Pool and Hot Tub

9.6 out of 10, Exceptional, (40)
"A great property- had everything we needed and we would absolutely stay again! "
4 Bedroom Pinehurst Home with Pool and Hot Tub

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (59)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

Gorgeous Pinehurst No 6 Home w/ Two Patios!

10.0 out of 10, Exceptional, (25)
"Perfect for our needs"
Gorgeous Pinehurst No 6 Home w/ Two Patios!

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (25)
"Clean, bright and peaceful. Great location, well furnished and the host was very accessible. I highly recommend. "
The price is SAR 323
SAR 757 total
includes taxes & fees
23 Mar - 24 Mar
Upstairs at the Estate - Across from SP Golf Club

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (43)
"Perfect place to spend time with our son."
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (23)
"Perfect little place for our long weekend."
The price is SAR 255
SAR 594 total
includes taxes & fees
24 Mar - 25 Mar
Cottage on Ridge- Short & Extended Stays

#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds

10.0 out of 10, Exceptional, (34)
"Very nice home. Great location. Well stocked kitchen."
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds

Golf front home with 8 beds

9.8 out of 10, Exceptional, (135)
"Location was perfect for a few days in PH. Team was on a post tournament trip and this location was great. Full size pool table, ping pong and pinball games kept the boys occupied! "
Golf front home with 8 beds

The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

10.0 out of 10, Exceptional, (34)
"Great location and cozy cottage. "
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

Five on 5 | Sleeps 8 | Golf Front | Game Room

10.0 out of 10, Exceptional, (23)
"Great place, with beautiful views. "
Five on 5 | Sleeps 8 | Golf Front | Game Room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (61)
"Enjoyed our stay with a great yard for the dog. Jim was an excellent host, he went above and beyond!"
The price is SAR 525
SAR 1,197 total
includes taxes & fees
3 Apr - 4 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.6 out of 10, Exceptional, (8)
"Very good rental for golfers on a budget"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (25)
"Clean, bright and peaceful. Great location, well furnished and the host was very accessible. I highly recommend. "
The price is SAR 323
SAR 757 total
includes taxes & fees
23 Mar - 24 Mar
Upstairs at the Estate - Across from SP Golf Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.